all chapter 20 without J: Organic Chemistry 2 Chapter 20.2 (D Quizzes 1 and 2), unfinished chapter 20 set

Provide the reagents necessary to carry out the following conversion. A. 1. CH3Cl/AlCl3 2. Br2/hv 3. NaCN B. 1. CH3Cl/AlCl3 2. HCN C. 1. Br2/FeBr3 2. Mg/ether 3. CO2 4. H3O+ 5. SOCl2 6. excess NH3 7. SOCl2 D. A and C E. A and B

A. 1. CH3Cl/AlCl3 2. Br2/hv 3. NaCN

Which one of the following is the strongest acid? A. 2,2-dichlorobutanoic acid B. 3,4-dichlorobutanoic acid C. 3,3-dichlorobutanoic acid D. 2,3-dichlorobutanoic acid E. 4,4-dichlorobutanoic acid

A. 2,2-dichlorobutanoic acid

What is the IUPAC name for the following compound? A. 2-bromobutanoyl chloride B. 1-bromobutanoyl chloride C. α-bromobutyryl chloride D. 2-bromopropanoyl chloride E. β-bromobutyryl chloride

A. 2-bromobutanoyl chloride

What is the IUPAC name for the following compound? A. 3,3-dimethylbutanenitrile B. β,β-dimethylbutyronitrile C. α,α-dimethylbutyronitrile D. 2,2-dimethylbutanenitrile E. γ,γ-dimethylbutyronitrile

A. 3,3-dimethylbutanenitrile

What is the IUPAC name for the following compound? A. 3,5-dimethylheptanedioic acid B. 2,4-dimethylheptanoyl acid C. 2,4-dimethylheptanedioic acid D. 3,5-dimethylpentanedioic acid E. 2,4-dimethylpentanedioic acid

A. 3,5-dimethylheptanedioic acid

What is the IUPAC name for the following compound? A. 3-fluorobutanoic acid B. 2-fluorobutanoic acid C. β-fluorobutyric acid D. α-fluorobutyric acid E. none of these

A. 3-fluorobutanoic acid

Predict the product for the following reaction. (1. KMnO4/NaOH/H2O 2. H3O+, SOCl2, pyridine, (CH3)2CHCH2OH, pyridine, A) A. I B. II C. III D. IV E. V

A. I

Predict the product for the following reaction. (H2SO4, OH) A. I B. II C. III D. IV E. V

A. I

Predict the product for the following reaction. (ONa) A. I B. II C. III D. IV E. V

A. I

What is the COMMON name for the following compound? A. acetic butyric anhydride B. ethanoic propionic anhydride C. formic propionic anhydride D. butanoic ethanoic anhydride E. methanoic propanoic anhydride

A. acetic butyric anhydride

Which one of the following compounds has the highest boiling point? A. butanoic acid B. 1-butanol C. 2-butanone D. butanal E. methoxyethane

A. butanoic acid

Give the IUPAC name for oxalic acid. A. ethanedioic acid B. propanedioic acid C. pentanedioic acid D. butanedioic acid E. benzoic acid

A. ethanedioic acid

Predict the product for the following reaction. (SOCl2, pyridine, CH3CH2OH, pyridine) A. ethyl 3-methylbutanoate B. ethyl 2-methylpropanoate C. isobutyl ethanoate D. 5-methyl-3-hexanone E. none of these

A. ethyl 3-methylbutanoate

What is the COMMON name for the following compound? A. β,β-dimethylbutyronitrile B. 3,3-dimethylbutanenitrile C. 2,2-dimethylbutanenitrile D. γ,γ-dimethylbutyronitrile E. α,α-dimethylbutyronitrile

A. β,β-dimethylbutyronitrile

What is the COMMON name for the following compound? A. 3-fluorobutanoic acid B. 2-fluorobutanoic acid C. β-fluorobutyric acid D. α-fluorobutyric acid E. none of these

C. β-fluorobutyric acid

Provide the reagents necessary to carry out the following conversion. (4-ethylheptanoyl chloride, 5-ethyl-2-octanone) A. CH3Li B. (CH3)2CuLi C. CH3MgBr D. 1. Mg/ether 2. CH3Br E. CH3OH

B. (CH3)2CuLi

What is the IUPAC name for the following compound? A. 3-methylbutyl 3-methylbutanoate B. 2-methylbutyl 3-methylbutanoate C. isopentyl isovalerate D. 2-methylbutyl isovalerate E. 2-methylbutyl 2-methylbutanoate

B. 2-methylbutyl 3-methylbutanoate

What is the IUPAC name for the following compound? A. β-methylbutyryl chloride B. 3-methylbutanoyl chloride C. y-methylbutyryl chloride D. α-methylbutyryl chloride E. 2-methylbutanoyl chloride

B. 3-methylbutanoyl chloride

A compound with the molecular formula C8H14O4 exhibits a triplet at δ 1.3 (6H), a singlet at δ 2.6 (4H) and a quartet at δ 4.2 (4H) in its 1H NMR spectrum. Its IR spectrum shows a strong absorption band near 1740 cm-1. What is the structure for this compound? A. I B. II C. III D. IV E. none of these

B. II

Predict the product for the following reaction sequence. (Mg/ether 1. CO2 2. H3O+ SOCL2, pyridine, excess CH3NH2) A. I B. II C. III D. IV E. V

B. II

Predict the product for the following reaction. (1. O3 2. DMS 3. Na2Cr2O7/HgSO4/H2O) A. I B. II C. III D. IV E. V

B. II

Predict the product for the following reaction. (CH3CH2OH) A. I B. II C. III D. IV E. V

B. II

Provide the structure for 4-ethylbenzoyl chloride. A. I B. II C. III D. IV E. V

B. II

What is the correct structure for trichloroacetic acid? A. I B. II C. III D. IV E. none of these

B. II

Which of the following is the strongest acid? A. I B. II C. III D. IV E. V

B. II

Which of the following reactions would not yield isopropyl acetate as major product? A. I B. II C. III D. IV

B. II

Rank the following acids in decreasing (strongest to weakest) order of acidity. A. IV > III > I > II > V B. II > I >III > V > IV C. V > I > III > II > IV D. IV > V > III > I > II E. V > III > I > II > IV

B. II > I > III > V > IV

Provide the reagents necessary to carry out the following conversion. A. 1. LiAlH4 2. H2O B. NaBH4/CH3OH C. LiAl[OC(CH3)3]H D. BH3, THF E. C and D

B. NaBH4/CH3OH

What is the IUPAC name for the following compound? A. 1-bromoethanoyl bromide B. bromoethanoyl bromide C. 1,2-dibromoacetic acid D. bromoacetyl bromide E. β-bromoacetyl bromide

B. bromoethanoyl bromide

What is the IUPAC name for the following compound? A. methanoic propanoic anhydride B. butanoic ethanoic anhydride C. ethanoic propionic anhydride D. formic propionic anhydride E. acetic butyric anhydride

B. butanoic ethanoic anhydride

What is the COMMON name for the following compound. A. β-bromobutyryl chloride B. α-bromobutyryl chloride C. 2-bromobutanoyl chloride D. 2-bromopropanoyl chloride E. 1-bromobutanoyl chloride

B. α-bromobutyryl chloride

Provide the reagents necessary to carry out the following conversion. A. NaBH4/CH3OH B. Na/NH3 C. 1. LiAlH4 2. H2O D. H3O+/heat E. A and C

C. 1. LiAlH4 2. H2O

Provide the reagents necessary to carry out the following conversion. A. 1. (CH3)2CuLi 2. H2O B. 1. excess DIBAH 2. H2O C. 1. excess CH3MgBr 2. H2O D. Both A and C

C. 1. excess CH3MgBr 2. H2O

Predict the product for the following reaction. (1. LiAlH4 2. H2O) A. 3-methyl-2-pentanone B. 3-methyl-1-propanol C. 2-methyl-1-butanol D. 3-methyl-2-pentanol E. none of these

C. 2-methyl-1-butanol

Predict the product for the following reaction. (SOCl2, pyridine) A. 2-methylbutanoic acid B. 3-methylbutanoic acid C. 3-methylbutanoyl chloride D. 2-methylpropanoyl chloride E. 2-methylbutanoyl chloride

C. 3-methylbutanoyl chloride

Predict the product for the following reaction sequence. (2-methyl-1-propanol, PBr3, Mg/ether, 1. CO2 2. H3O+) A. I B. II C. III D. IV E. V

C. III

Predict the product for the following reaction. (1. LiAlH4 (excess) 2. H3O+) A. I B. II C. III D. IV E. V

C. III

Predict the product for the following reaction. (1. O3 2. H2O) A. I B. II C. III D. IV E. V

C. III

Predict the product for the following reaction. (NH2) A. I B. II C. III D. IV E. V

C. III

Predict the product for the following reaction. (Na2Cr2O7/H2SO4/H2O) A. I B. II C. III D. IV E. V

C. III

Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution. A. II > III > IV > I B. I > III > II > IV C. IV > I > III > II D. III > IV > II > I E. I > IV > III > II

C. IV > I > III > II

What is the IUPAC name for the following compound? A. butyric anhydride B. propanoic anhydride C. butanoic anhydride D. propionic anhydride E. pentanoic anhydride

C. butanoic anhydride

What is the IUPAC name for the following compound? A. β,γ-dimethylbutyrnitrile B. 3,4-dimethylbutanenitrile C. α,β-dimethylbutyrnitrile D. 3,4-dimethylpentanenitrile E. 2,3-dimethylbutanenitrile

D. 3,4-dimethylpentanenitrile

What is the IUPAC name for the following compound? A. 2-methylpentanoic acid B. 3-methylpentanoic acid C. 2-methylhexanoic acid D. 3-methylhexanoic acid E. None of these

D. 3-methylhexanoic acid

What is the IUPAC name for the following compound? A. y-methylvaleryl chloride B. 2-methylhexanoyl chloride C. 2-methylpentanoyl chloride D. 3-methylhexanoyl chloride E. 3-methylpentanoyl chloride

D. 3-methylhexanoyl chloride

What is the IUPAC name for the following compound? A. 4-ethyl-3,5-dimethylpentanoyl chloride B. 3-ethyl-2,4-dimethylpentanoyl chloride C. 3,4,5-trimethylhexanoyl chloride D. 4-ethyl-3,5-dimethylhexanoyl chloride E. 3-ethyl-2,4-dimethylhexanoyl chloride

D. 4-ethyl-3,5-dimethylhexanoyl chloride

Provide the reagents necessary to carry out the following conversion. A. 1. Mg/ether 2. CO2 3. H3O+ B. 1. NaOH 2. KMnO4/NaOH/H2O 3. H3O+ C. 1. NaCN 2. H3O+, heat D. A and C E. all of these

D. A and C

Predict the product for the following reaction sequence. (Na2Cr2O7/H2SO4/H2O, SOCl2, excess NH3, SOCl2, 1. CH3CH2MgBr 2. H3O+) A. I B. II C. III D. IV E. V

D. IV

Predict the product for the following reaction. (1. SOCl2/pyridine 2. LiAl[OC(CH3)3]H) A. I B. II C. III D. IV E. V

D. IV

Provide the structure for N-phenyl-N-propyl-2,3-dimethylbutanamide? A. I B. II C. III D. IV E. V

D. IV

Which of the following is the weakest acid? A. I B. II C. III D. IV E. V

D. IV

Which of the following reactions would not yield propyl butanoate as major product? A. I B. II C. III D. IV E. V

D. IV

Which one of the following compounds has the highest boiling point? A. I B. II C. III D. IV E. V

D. IV

Which of he following reagents can be used to carry out the following conversion? A. PCC/CH2Cl2 B. CO2 followed by H3O+ C. mCPBA D. Na2Cr2O7/H2SO4/H2O E. both A and D

D. Na2Cr2O7/H2SO4/H2O

What is the IUPAC name for the following compound? A. sec-butyl ethanoate B. ethyl 3-methylpentanoate C. 3-methylbutyl ethanoate D. ethyl 3-methylbutanoate E. none of these

D. ethyl 3-methylbutanoate

What is the IUPAC name for the following compound? A. formic anhydride B. acetic anhydride C. propanoic anhydride D. methanoic anhydride E. ethanoic anhydride

D. methanoic anhydride

Predict the product for the following reaction sequence. (Mg/ether, 1. CO2 2. H3O+ 1. LiAlH4 2. H2O) A. 2,2-dimethylbutanoic acid B. 2,2-dimethylethanoic acid C. 3,3-dimethyl-2-butanone D. 2,2-dimethylpropanoic acid E. 2,2-dimethyl-1-propanol

E. 2,2-dimethyl-1-propanol

What is the IUPAC name for the following compound? A. 2-methylbutyl methanoate B. isopentyl formate C. 2-methylbutyl acetate D. 3-methylbutyl acetate E. 3-methylbutyl methanoate

E. 3-methylbutyl methanoate

Which one of the following is the strongest acid? Explain your choice. A. 2,3-dimethylheptanoic acid B. 4-bromo-3-chloroheptanoic acid C. 3,3-dichlorohexanoic acid D. 4-bromo-3-iodohexanoic acid E. 4-bromo-2-fluorohexanoic acid

E. 4-bromo-2-fluorohexanoic acid

Which of the following is the strongest acid? A. 4-ethylbenzoic acid B. 4-chlorobenzoic acid C. 4-hydroxybenzoic acid D. benzoic acid E. 4-nitrobenzoic acid

E. 4-nitrobenzoic acid

Which one of the following compounds is the strongest acid? A. I B. II C. III D. IV E. V

E. V

What is the COMMON name for the following compound? A. propanoic anhydride B. butanoic anhydride C. propionic anhydride D. pentanoic anhydride E. butyric anhydride

E. butyric anhydride

What is the COMMON name for the following compound? A. acetic anhydride B. methanoic anhydride C. ethanoic anhydride D. propanoic anhydride E. formic anhydride

E. formic anhydride

What is the COMMON name for the following compound? A. 3-methylbutyl methanoate B. 3-methylbutyl acetate C. 2-methylbutyl methanoate D. 2-methylbutyl acetate E. isopentyl formate

E. isopentyl formate

What is the COMMON name for the following compound? A. 1-bromoethanoyl bromide B. 2-bromoethanoyl bromide C. β-bromoacetyl bromide D. 1,2-dibromoacetic acid E. α-bromoacetyl bromide

E. α-bromoacetyl bromide